Fumaric acid

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(Redirected from Fumarate)

An article about fumaric acid, its properties, and uses


Fumaric Acid

Skeletal formula of fumaric acid

Fumaric acid is a chemical compound that is classified as a dicarboxylic acid. It is an important intermediate in the Krebs cycle, which is a key metabolic pathway in cellular respiration. Fumaric acid is also used in the food and beverage industry as an acidulant and is found naturally in fumitory, lichen, and Iceland moss.

Chemical Properties

Fumaric acid has the chemical formula C_H_O_ and is an unsaturated dicarboxylic acid. It is the trans isomer of butenedioic acid, with the cis isomer being maleic acid. Fumaric acid is less soluble in water compared to maleic acid, which is due to its trans configuration that allows for stronger intermolecular hydrogen bonding.

Biological Role

In the Krebs cycle, fumaric acid is formed by the oxidation of succinate by the enzyme succinate dehydrogenase. It is then converted to malate by the enzyme fumarase. This conversion is an important step in the cycle, which is crucial for the production of adenosine triphosphate (ATP) in aerobic respiration.

Industrial Uses

Fumaric acid is used in the food industry as an acidulant, providing a sour taste to products such as baked goods, confectionery, and beverages. It is also used in the production of unsaturated polyester resins, which are used in the manufacture of fiberglass and other composite materials.

Health and Safety

Fumaric acid is generally recognized as safe (GRAS) when used in food products. However, in industrial settings, exposure to high concentrations of fumaric acid dust can cause irritation to the skin, eyes, and respiratory tract. Proper safety measures should be taken to minimize exposure.

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Contributors: Prab R. Tumpati, MD